Acetic acid, 2,2-dimethoxy-, methyl ester → HCID 67521398, compound

HRID 1926281Notes

Reaction equation

HRID 1926281 reaction equation
[CH3:1][O:2][CH:3]([O:8][CH3:9])[C:4](OC)=[O:5].[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14][NH2:15]>>[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14][NH:15][C:4](=[O:5])[CH:3]([O:8][CH3:9])[O:2][CH3:1]

Participants

3

Reactant 2

HCID 66647Acetic acid, 2,2-dimethoxy-, methyl esterHCID 668533-Fluorobenzylamine

Product 1

HCID 67521398HCID 67521398, compound

Conditions

Temperature
60 °C

Procedure

Into a sealable tube were added methyl dimethoxyacetate (0.98 g, 7.3 mmol) and 3-fluorobenzylamine (0.91 g, 7.3 mmol); this mixture was stirred at 60° C. for 2 days. The compound was purified by chromatography on silica gel (10 g/70 mL prepacked column, eluting with 5% EtOAc in hexanes→5% MeOH in hexanes), affording the title compound. HPLC: tR=2.59 min. (ZQ2, polar—5 min.). MS (ES+): m/z=249.92 (29) [MNa+], 227.91 (100) [MH+].

Workup

  1. customThe compound was purified by chromatography on silica gel (10 g/70 mL prepacked column, eluting with 5% EtOAc in hexanes→5% MeOH in hexanes)

Sources & evidence

ORD record
ord-d2bca98e99b54372b601459c9e739214
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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